Galactose phenylosazone

D-Galactose phenylosazone Di-O-benzoyl phenylosazone from derivatives of... 

D-Galactose oxime, IV, 122, 124 —, hexaacetyl-, IV, 123, 160 D-Galactose phenylhydrazones, and their pentaacetates, III, 26 D-Galactose phenylosazone, III, 29, 34 D-Galactose phenylosazone anhydride, III, 31, 39... 

D-Galactose phenylosazone anhydride and diacetate, III, 32, 33 D-Galactose phenylosazone tetraacetate,... 

Although Fischer described a lactose phenylosazone anhydride in 1887, little attention was paid to substances of this type until 1935 when Diels and Meyer reported the isolation of monoanhydrides of D-glucose phenylosazone, D-galactose phenylosazone, D-xylose phenylosazone, L-arabinose phenylosazone, lactose phenylosazone, and cellobiose phenylosazone, as well as a dianhydride of maltose phenylosazone, by boiling the corresponding osazones in alcoholic solution with a little sulfuric acid. Because of the apparent identity of the D-glucose phenylosazone anhydride with the 3,6-anhydro-D-glucose phenylosazone of Fischer and Zach, Diels and Meyer formulated these compounds as 3,6-anhydrides. 

The discovery was made in 1936 that by deacetylating D-glucose phenylosazone and D-galactose phenylosazone tetraacetates at room... 

Lactosone was first prepared by the hydrochloric acid decomposition of the phenylosazone,1 although it had been noted that, in acid solutions, lactose phenylosazone forms an anhydride.197 Since its discovery,17 the benzaldehyde method has usually been employed,6-10-28 because it avoids the risks of osone hydrolysis and of alteration to the osazone. Lactosone is hydrolyzed by hot, dilute, mineral acid to D-glucosone and D-galactose.1-6 It reacts with cyanide to form an analog of iminoascorbic acid which, on acid treatment, is converted into a mixture of D-glucoascorbic acid and D-galactose.10... 

Isolactose is a disaccharide arising when a mixture of glucose and galactose is treated with Kefir extract (1902). It is different from lactose and melibiose, and forms a crystalline phenylosazone. 

P. A. Levene and F. B. LaForge, J. Biol. Chem., 20, 429 (1915). These workers give an [< ]d value of +0.80° —> +0.34° (c, 2 I, 0.5) for the phenylosazone from D-galactose the solvent being pyridine (2 parts) + ethanol (3 parts). However, it is obvious from the context of their article that these values refer to observed rotations and that the actual specific rotations [[Pg.134]

Osazone anhydrides have also been prepared by the deacetylation of the tetraacetates of n-galactose methylphenyl-phenylosazone and from... 

Bayne observed that lactosazone is readily converted into anhydro-lactosazone in hot alcohol, and he recommended extraction with hot water for purification of the osazone. The water-insoluble anhydrolactosazone was identified as 3,6-anhydro-4-0-/3-D-galactopyranosyl-D-rf6o-hexose phenylosazone (39 R = D-galactopyranosyl) by conversion with aqueous copper sulfate to its phenylosotriazole, which was then hydrolyzed to give D-galactose and the phenylosotriazole of 3,6-anhydro-D-rf6o-hexose. 

Nitrous acid cleaves the pentaacetyl oximes and semicarbazones of glucose and galactose to give the aldehyde pentaacetates." The reagent cleaves benzaldehyde semicarbazone, phenylosazones, " and 4-cinnolinecarboxaldehyde hydrazone. CH=NNH2 cho... 

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